Retapamulin

C30H47NO4SCAS 224452-66-8517.77 g/mol

Open in Covalent MOL file
OOSNOOH
AlcoholAlkeneEsterKetoneSulfideTertiary amine

Properties

Molecular formula
C30H47NO4S
Molar mass
517.77 g/mol
Exact mass
517.3226 Da
logP
5.25Crippen estimate
Polar surface area
66.8 Ų
H-bond donors / acceptors
1 / 6
Rotatable bonds
5
Stereocentres
S, R, s, R, S, R, R, R, Sin SMILES atom order

Hazards

No GHS classification is on file for this compound. That is not evidence that it is harmless.

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Identifiers

CAS number
224452-66-8
SMILES
C=C[C@]1(C)C[C@@H](OC(=O)CS[C@@H]2C[C@H]3CC[C@@H](C2)N3C)C2(C)[C@H](C)CCC3(CCC(=O)[C@H]32)[C@@H](C)[C@@H]1O
InChIKey
STZYTFJPGGDRJD-SAKVLCOHSA-N
InChI
InChI=1S/C30H47NO4S/c1-7-28(4)16-24(35-25(33)17-36-22-14-20-8-9-21(15-22)31(20)6)29(5)18(2)10-12-30(19(3)27(28)34)13-11-23(32)26(29)30/h7,18-22,24,26-27,34H,1,8-17H2,2-6H3/t18-,19+,20-,21+,22-,24-,26+,27+,28-,29?,30?/m1/s1
Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR
Predicted ¹H NMR (400 MHz, CDCl₃) δ 5.70 (dd, J = 16.8, 10.8 Hz, 1H), 5.03 (dd, J = 16.8, 1.4 Hz, 1H), 4.98 (t, J = 7.0 Hz, 1H), 4.97 (dd, J = 10.8, 1.4 Hz, 1H), 4.11 (d, J = 7.0 Hz, 1H), 3.36 (s, 2H), 2.92 (quint, J = 7.0 Hz, 1H), 2.87 (quint, J = 7.0 Hz, 2H), 2.22 (s, 3H), 2.16 (t, J = 7.0 Hz, 2H), 2.16 (s, 1H), 2.04 (d, J = 7.0 Hz, 2H), 2.00 (t, J = 7.0 Hz, 2H), 2.00 (br s, 1H), 1.92 (t, J = 7.0 Hz, 4H), 1.90 (quint, J = 7.0 Hz, 1H), 1.68 (d, J = 7.0 Hz, 4H), 1.43 (m, J = 7.0 Hz, 1H), 1.43 (m, J = 7.0 Hz, 2H), 1.43 (m, J = 7.0 Hz, 2H), 0.96 (s, 3H), 0.86 (s, 3H), 0.86 (d, J = 7.0 Hz, 3H), 0.86 (d, J = 7.0 Hz, 3H).
¹³C NMR
Predicted ¹³C NMR (101 MHz, CDCl₃) δ 221.8, 171.4, 149.3, 108.5, 86.9, 83.7, 81.3, 68.1, 64.3, 58.9, 53.4, 52.7, 45.4, 43.2, 40.4, 40.2, 37.9, 36.0, 35.3, 35.3, 34.3, 30.9, 30.8, 18.8, 15.1, 14.1, 10.2.
[M + H]+
[M + H]+ Calcd for C30H48NO4S 518.3299
[M + Na]+
[M + Na]+ Calcd for C30H47NNaO4S 540.3118
[M − H]−
[M − H]− Calcd for C30H46NO4S 516.3153
Elemental analysis
Anal. Calcd for C30H47NO4S: C, 69.59; H, 9.15; N, 2.71; S, 6.19.

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Names and synonyms

6 names
  • Acetic acid, 2-[[(3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]thio]-, (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester
  • Acetic acid, [[(3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]thio]-, (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester
  • SB 275833
  • Mutilin 14-(exo-8-methyl-8-azabicyclo[3.2.1]oct-3-ylsulfanyl)acetate
  • Altabax
  • Altargo

Work with Retapamulin

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Similar compounds

Pleuromutilin125-65-571 % similar Tiamulin55297-95-569 % similar Tiamulin fumarate55297-96-663 % similar Valnemulin hydrochloride133868-46-959 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

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